sodium (3S,4R)-5-(hydrogen phosphonatooxy)-1,3,4-trihydroxypentan-2-one

• ChemBase编号: 153094
• 分子式: C5H10NaO8P
• 平均质量: 252.091631
• 单一同位素质量: 252.00109819
• SMILES: C([C@H]([C@@H](C(=O)CO)O)O)OP(=O)(O)[O-].[Na+]
• Canonical SMILES: OCC(=O)[C@H]([C@@H](COP(=O)(O)[O-])O)O.[Na+]
• InChI: InChI=1S/C5H11O8P.Na/c6-1-3(7)5(9)4(8)2-13-14(10,11)12;/h4-6,8-9H,1-2H2,(H2,10,11,12);/q;+1/p-1/t4-,5-;/m1./s1
• InChIKey: OVHWWORCLJVDMI-TYSVMGFPSA-M

名称和登记号

名称

• IUPAC标准名: sodium (3S,4R)-5-(hydrogen phosphonatooxy)-1,3,4-trihydroxypentan-2-one
• IUPAC传统名: sodium (3S,4R)-5-(hydrogen phosphonatooxy)-1,3,4-trihydroxypentan-2-one
• 别名: Xu-5-P; D-Xylulose 5-phosphate sodium salt; Xu-5-P monosodium salt; D-Xylulose 5-phosphate monosodium salt

登记号

• CAS号: 105931-44-0
• MDL号: MFCD00070073
• PubChem SID: 162247234; 24849717; 24890198
• PubChem CID: 23679045

理论计算性质

• Acid pKa: 1.4785529
• 质子受体: 7
• 质子供体: 4
• LogD (pH = 5.5): -5.1677957
• LogD (pH = 7.4): -6.070068
• Log P: -2.760263
• 摩尔折射率: 41.3505 cm^3
• 极化性: 17.253592 Å^3
• 极化表面积: 147.35 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Faceshields, Gloves, type N95 (US), type P1 (EN143) respirator filter; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ~30% (enzymatic); ~75% (enzymatic); ≥90% (TLC)
• Empirical Formula (Hill Notation): C5H10NaO8P; C5H11O8P · xNa+

详细说明

Sigma Aldrich - 15807

Biochem/physiol Actions
Xylulose-5-phoshate (Xu-5-P) is a metabolite of glucose via the pentose phosphate pathway. In the presence of excess glucose, liver Xu-5-P may act as a signaling molecule that regulates the nuclear transport of carbohydrate response element binding protein (ChREBP), a transcription factor that induces the expression of enzymes involved in glucose metabolism and lipogenesis.
Application
Xylulose-5-phoshate (Xu-5-P) is an activator of a class of protein phosphatase(s) such as protein phosphatase 2A in rat liver which catalyzed the dephosphorylation of Fru-6-P,2-kinase:Fru-2,6-Pase and protein phosphatases involved in the regulation of carbohydrate-responsive element binding protein (ChREBP) signaling.

Sigma Aldrich - X0754

Biochem/physiol Actions
Xylulose-5-phoshate (Xu-5-P) is a metabolite of glucose via the pentose phosphate pathway. In the presence of excess glucose, liver Xu-5-P may act as a signaling molecule that regulates the nuclear transport of carbohydrate response element binding protein (ChREBP), a transcription factor that induces the expression of enzymes involved in glucose metabolism and lipogenesis.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. X0754.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 95746

Biochem/physiol Actions
Xylulose-5-phoshate (Xu-5-P) is a metabolite of glucose via the pentose phosphate pathway. In the presence of excess glucose, liver Xu-5-P may act as a signaling molecule that regulates the nuclear transport of carbohydrate response element binding protein (ChREBP), a transcription factor that induces the expression of enzymes involved in glucose metabolism and lipogenesis.